Lab. LXNMR_S.C.An., Dipartimento di Chimica e Tecnologie Chimiche, Università della Calabria, Via P. Bucci, 87036 Arcavacata di Rende (CS), Italy.
Lab. LXNMR_S.C.An., Dipartimento di Chimica e Tecnologie Chimiche, Università della Calabria, Via P. Bucci, 87036 Arcavacata di Rende (CS), Italy.
Eur J Pharm Sci. 2017 Aug 30;106:113-121. doi: 10.1016/j.ejps.2017.05.029. Epub 2017 May 18.
Detailing the conformational equilibria between global and local minimum energy structures of anti-inflammatory α-arylpropionic acids directly in solution is of the utmost importance for a better understanding of the structure-activity relationships, hence providing valuable clues for rational structure-based drug design studies. Here the conformational preferences of the widely used pharmaceutical ibuprofen were investigated in solution by NMR spectroscopy in weakly ordering phases. A thorough theoretical treatment of the anisotropic interactions that are relevant for NMR spectra led to a conformational model characterized by six pairs of symmetry-related conformers, in particular four couples of gauche structures, with a total probability of 93%, and 2 couples of trans structures, counting for the remaining 7%.
详细描述抗炎α-芳基丙酸在溶液中整体和局部最低能量结构之间的构象平衡，对于更好地理解结构-活性关系至关重要，从而为基于结构的合理药物设计研究提供有价值的线索。在此，通过在弱有序相中进行 NMR 光谱研究，考察了在溶液中广泛使用的药物布洛芬的构象偏好。对与 NMR 谱相关的各向异性相互作用进行了彻底的理论处理，得到了一个构象模型，该模型由六对对称相关的构象对组成，特别是四个邻位结构对，总概率为 93%，还有两个反式结构对，占剩余的 7%。
